Back to results
US 5,474,986 AGranted
Method for treating galabiose-binding bacteria infections
AssigneeSymbicom Aktiebolag
InventorsHans G. Magnusson, Jan O. Kihlberg
Life of this patent
Estimating the term…
Abstract
A method for treating infections caused by galabiose-binding bacteria using galabiose derivatives modified at the 3' and anomeric positions. The galabiose-derivatives and compositions of same are also disclosed.
Claims31
Compounds of the formula I
- wherein
- (a) R.sub.1 is selected from the group consisting of
- (i) C.sub.1-24 alkyl;
- (ii) C.sub.2-24 alkenyl;
- (iii) C.sub.2-24 alkynyl;
- (iv) tri(C.sub.1-4 alkyl)silylethyl;
- (v) aryl;
- (vi) mono- and di-halogen-C.sub.1-4 alkyl;
- (vii) aryl substituted with a substituent selected from the group consisting of hydroxy, amino, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, nitro, halogen, and phenoxy;
- (viii) R.sub.3 --(CH.sub.2).sub.n --S--CH.sub.2 CH.sub.2 --
- (ix) (R.sub.3 --(CH.sub.2).sub.n --S--CH.sub.2).sub.2 CHCH.sub.2 --
- (x) R.sub.3 --(CH.sub.2).sub.n --SO.sub.2 --CH.sub.2 CH.sub.2 --
- (xi) (R.sub.3 --(CH.sub.2).sub.n --SO.sub.2 --CH.sub.2).sub.2 CHCH.sub.2 --
- wherein R.sub.3 is selected from the group consisting of H, --COOH, --COO--C.sub.1-4 alkyl, hydroxy, amino, and an inorganic, polymeric or macromolecular carrier, and n is an integer from 1 to 24;
- (xii) Z.sup.1 --S--CH.sub.2 --CH.sub.2 --
- (xiii) (Z.sup.1 --S--CH.sub.2).sub.2 CHCH.sub.2 --
- (xiv) Z.sup.1 --SO.sub.2 --CH.sub.2 --CH.sub.2 --
- (xv) (Z.sup.1 --SO.sub.2 --CH.sub.2).sub.2 CHCH.sub.2 --
- wherein each Z.sup.1 is selected from the group consisting of phenyl and phenyl monosubstituted with hydroxy, amino, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, nitro, halogen, or phenoxy;
- (xvi) R.sub.4 CH.sub.2 CH(CH.sub.2 R.sub.5)CH.sub.2 --
- wherein R.sub.4 and R.sub.5 independently are halogen;
- and
- (xvii) Q--(CH.sub.2).sub.n -- wherein Q is an inorganic, polymeric or macromolecular carrier, and n is an integer from 1 to 24;
- (b) R.sub.2 is selected from the group consisting of glycosidically connected monosaccharide;
- glycosidically connected disaccharide;
- C.sub.1-18 alkyl;
- C.sub.2-18 alkenyl;
- C.sub.2-18 alkynyl;
- C.sub.1-18 alkyloxymethyl;
- C.sub.1-18 alkanoyl;
- .alpha.-hydroxy-C.sub.1-18 alkanoyl;
- naphthyl-, heterocyclyl- or phenyl-C.sub.1-18 alkoxy;
- naphthyl-C.sub.1-8 alkoxy, heterocyclyl-C.sub.1-8 alkoxy, or phenyl-C.sub.1-18 alkoxy where the naphthyl, heterocyclyl or phenyl group is substituted with hydroxyl, amino, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, nitro, halogen, or phenoxy;
- tri(C.sub.1-4 -alkyl)silylethyl;
- tri(C.sub.1-4 -alkyl)silyl;
- tri(C.sub.1-4 -alkyl)silylethoxymethyl;
- halogen;
- .omega.-hydroxy-C.sub.1-4 -alkyl;
- tetrahydropyranyl;
- benzyloxymethyl;
- C.sub.3-8 cycloalkyl;
- monoterpenyl;
- benzoyl;
- and benzoyl monosubstituted with hydroxyl, amino, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, nitro, halogen, or phenoxy;
- the acyl residue of a naturally occurring amino acid;
- and
- R.sub.6 --C(O)--N(R.sub.7)--CH(R.sub.8)--CH.sub.2 --
- wherein R.sub.6 is C.sub.1-4 alkyl;
- phenyl;
- and phenyl substituted with a substituent selected from the group consisting of hydroxyl, amino, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, nitro, halogen, and phenoxy;
- R.sub.7 is H or C.sub.1-4 alkyl;
- and
- R.sub.8 is H, C.sub.1-4 alkyl, or hydroxy-C.sub.1-4 alkyl;
- (c) Z is --O--, --S--, --SO.sub.2 --, or --CH.sub.2 --;
- (d) X is --O--, --S--, --SO.sub.2 --, --CH.sub.2 --, or --NR.sub.10 --, wherein R.sub.10 is H or R.sub.2 above, and R.sub.10 in X and R.sub.1 are optionally connected to form a ring;
- and
- (e) Y is --O-- or --NR.sub.11 -- wherein R.sub.11 is H or R.sub.2 above, and R.sub.11 in X and R.sub.2 are optionally connected to form a ring.
54 more elements
A compound of the formula VI:
- ##STR11## where R.sub.9 and R.sub.9 ' independently are selected from the group consisting of --OH, CH.sub.3 O--, CH.sub.3 CH.sub.2 O-- and (CH.sub.3).sub.2 CHO--, and p is an integer from 1 to 12.
Dependencies are inferred from the claim text.